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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 1,4-Bis-(phenylmercaptomethyl)-piperazin 6326-35-8 C18H22N2S2
1,4-Bis-(phenylmercaptomethyl)-piperazin
—— 4-t-Butylthio-2-methylbutanol 62296-23-5 C9H20OS
4-t-Butylthio-2-methylbutanol
—— mercuric thiocyanate 879681-01-3 C2HgN2S2
mercuric thiocyanate
—— 2,6,6-trimethyl-3-(phenylthio)-6,7-dihydro-1H-indol-4(5H)-one 1219450-38-0 C17H19NOS
2,6,6-trimethyl-3-(phenylthio)-6,7-dihydro-1H-indol-4(5H)-one
—— 4'-[2-(4-methoxytetrahydropyran-4-yl)thiazol-5-ylthio]acetophenone ethylene acetal 161386-05-6 C19H23NO4S2
4'-[2-(4-methoxytetrahydropyran-4-yl)thiazol-5-ylthio]acetophenone ethylene acetal
—— 4'-[4-bromo-2-(4-methoxytetrahydropyran-4-yl)thiazol-5-ylthio]acetophenone ethylene acetal 161386-07-8 C19H22BrNO4S2
4'-[4-bromo-2-(4-methoxytetrahydropyran-4-yl)thiazol-5-ylthio]acetophenone ethylene acetal
—— (3R,5S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-phenylsulfanyl-1-oxa-spiro[4.4]nonan-2-one 629665-88-9 C20H30O3SSi
(3R,5S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-phenylsulfanyl-1-oxa-spiro[4.4]nonan-2-one
—— 1-methyl-4,5-bis(phenylthio)-1H-imidazole 1478042-86-2 C16H14N2S2
1-methyl-4,5-bis(phenylthio)-1H-imidazole
—— 5-phenyl-2-methylthio-1-p-tolyl-1,6-dihydropyrimidin-6-one 133858-36-3 C18H16N2OS
5-phenyl-2-methylthio-1-p-tolyl-1,6-dihydropyrimidin-6-one
—— 5-bromo-2-(isopropylthio)thiazole 1202278-33-8 C6H8BrNS2
5-bromo-2-(isopropylthio)thiazole
—— 5-methyl-2-methylsulfanyl-3-p-tolylpyrimidin-4(3H)-one 1262446-29-6 C13H14N2OS
5-methyl-2-methylsulfanyl-3-p-tolylpyrimidin-4(3H)-one
—— 2-[(4-methylphenyl)sulfanyl]pyridinium-N-(4-fluorophenyl)imide 569338-71-2 C18H15FN2S
2-[(4-methylphenyl)sulfanyl]pyridinium-N-(4-fluorophenyl)imide
—— 5-dimethylamino-2-methylsulfanyl-3-p-tolylpyrimidin-4(3H)-one 1262446-30-9 C14H17N3OS
5-dimethylamino-2-methylsulfanyl-3-p-tolylpyrimidin-4(3H)-one
—— (4-bromophenyl)(prop-1-yn-1-yl)sulfane 85143-29-9 C9H7BrS
(4-bromophenyl)(prop-1-yn-1-yl)sulfane
—— 4-Phenylthio-pyridin-1-oxid 33421-08-8 C11H9NOS
4-Phenylthio-pyridin-1-oxid
—— [4-Tert-butylsulfanyl-1,1-bis(phenylsulfanyl)but-1-en-3-yn-2-yl]sulfanylbenzene 64672-74-8 C26H24S4
[4-Tert-butylsulfanyl-1,1-bis(phenylsulfanyl)but-1-en-3-yn-2-yl]sulfanylbenzene
—— N-Phenyl-thiobenzimidic acid phenyl ester 97563-72-9 C19H15NS
N-Phenyl-thiobenzimidic acid phenyl ester
—— 4'-[4-(4-methoxytetrahydropyran-4-yl)thien-2-ylthio]acetophenone ethylene acetal 161385-99-5 C20H24O4S2
4'-[4-(4-methoxytetrahydropyran-4-yl)thien-2-ylthio]acetophenone ethylene acetal
—— 4'-[2-(4-methoxytetrahydropyran-4-yl)thiazol-4-ylthio]acetophenone ethylene acetal 161386-09-0 C19H23NO4S2
4'-[2-(4-methoxytetrahydropyran-4-yl)thiazol-4-ylthio]acetophenone ethylene acetal
—— 3-[3-amino-4-(4-hydroxy-phenylsulfanyl)-phenoxymethyl]-benzonitrile 943771-05-9 C20H16N2O2S
3-[3-amino-4-(4-hydroxy-phenylsulfanyl)-phenoxymethyl]-benzonitrile
—— 2-(2-Amino-5-cyano-6-methylsulfanyl-pyrimidin-4-ylsulfanyl)-acetamide 114460-79-6 C8H9N5OS2
2-(2-Amino-5-cyano-6-methylsulfanyl-pyrimidin-4-ylsulfanyl)-acetamide
—— 4-Methylbenzenesulfonic acid;4-oxopentyl carbamimidothioate 6625-27-0 C13H20N2O4S2
4-Methylbenzenesulfonic acid;4-oxopentyl carbamimidothioate
—— Bis-<1,3-dichlor-propyl-(2)>-disulfid 1561-69-9 C6H10Cl4S2
Bis-<1,3-dichlor-propyl-(2)>-disulfid
—— chloromethylthiirane-S-monooxide 29027-25-6 C3H5ClOS
chloromethylthiirane-S-monooxide
—— <2-(1-propynyl)cyclohepten-1-yl>thioacetic acid 77416-33-2 C12H16O2S
<2-(1-propynyl)cyclohepten-1-yl>thioacetic acid
—— O-Ethyl-S-n-isopropyldithiocarbonat 67038-54-4 C6H12OS2
O-Ethyl-S-n-isopropyldithiocarbonat
—— 2,2-dichloro-1-fluoro-1-(phenyl thio) ethylene 56354-46-2 C8H5Cl2FS
2,2-dichloro-1-fluoro-1-(phenyl thio) ethylene
—— (Z)-1-diphenylphosphino-3,3-dimethyl-2-phenylthiobut-1-ene 1204307-03-8 C24H25PS
(Z)-1-diphenylphosphino-3,3-dimethyl-2-phenylthiobut-1-ene
—— 4-chloro-7-(phenylsulfanyl)-5H-pyrrolo[3,2-d]pyrimidine 1448695-69-9 C12H8ClN3S
4-chloro-7-(phenylsulfanyl)-5H-pyrrolo[3,2-d]pyrimidine
—— (2R,3R)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran 936016-72-7 C17H22O3S
(2R,3R)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran
—— {[(benzylsulfanyl)methyl]sulfanyl}benzene 67399-11-5 C14H14S2
{[(benzylsulfanyl)methyl]sulfanyl}benzene
—— (Z)-4,5-bis(phenylthio)-4-octene 137540-53-5 C20H24S2
(Z)-4,5-bis(phenylthio)-4-octene
—— EtCSPh(CO2Et)SO2Me 1214320-01-0 C13H18O4S2
EtCSPh(CO2Et)SO2Me
—— 2-(3-cyano-4-methylsulfanyl-6-oxo-1,6-dihydro-pyridin-2-ylsulfanyl)-acetamide 854928-34-0 C9H9N3O2S2
2-(3-cyano-4-methylsulfanyl-6-oxo-1,6-dihydro-pyridin-2-ylsulfanyl)-acetamide
—— 3-methyl-1,1-bis(phenylthio)pentane 105858-76-2 C18H22S2
3-methyl-1,1-bis(phenylthio)pentane
—— 2-Phenylsulfanyl-1-vinyl-cyclobutanol 80404-76-8 C12H14OS
2-Phenylsulfanyl-1-vinyl-cyclobutanol
—— 3-(3-methylbenzylthio)-5-methyl[1,2,4]triazine 1313039-67-6 C12H13N3S
3-(3-methylbenzylthio)-5-methyl[1,2,4]triazine
—— 4-(phenylthio)-5-t-butyl-4,5-dihydrofuran-2(3H)-one 79749-89-6 C14H18O2S
4-(phenylthio)-5-t-butyl-4,5-dihydrofuran-2(3H)-one
—— 2-[6-amino-3,5-dicyano-4-(2-methylsulfanyl-ethyl)-pyridin-2-ylsulfanyl]-acetamide 856175-29-6 C12H13N5OS2
2-[6-amino-3,5-dicyano-4-(2-methylsulfanyl-ethyl)-pyridin-2-ylsulfanyl]-acetamide
—— 3-ethoxymethyl-7,8,9,10,11,11a-hexahydro-6<i>H</i>-cycloocta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-40-4 C13H20N4OS
3-ethoxymethyl-7,8,9,10,11,11a-hexahydro-6<i>H</i>-cycloocta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 5-Bromo-2-phenylsulfanylbenzenecarboximidamide 1271825-14-9 C13H11BrN2S
5-Bromo-2-phenylsulfanylbenzenecarboximidamide
—— bis-(4,5-difluoro-2-nitro-phenyl)-sulfide 322-67-8 C12H4F4N2O4S
bis-(4,5-difluoro-2-nitro-phenyl)-sulfide
—— (5S,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-3,3-bis-phenylsulfanyl-1-oxa-spiro[4.4]nonan-2-one 341032-17-5 C26H34O3S2Si
(5S,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-3,3-bis-phenylsulfanyl-1-oxa-spiro[4.4]nonan-2-one
—— bis-(2-amino-4,5-difluoro-phenyl)-sulfide 401-13-8 C12H8F4N2S
bis-(2-amino-4,5-difluoro-phenyl)-sulfide
—— 6,6-Bis(methoxyethoxymethoxymethyl)-6,7-dihydro-5H-[1,3]dithiolo[4,5-b][1,4]dithiepin-2-one 337965-54-5 C16H26O7S4
6,6-Bis(methoxyethoxymethoxymethyl)-6,7-dihydro-5H-[1,3]dithiolo[4,5-b][1,4]dithiepin-2-one
—— 3-fluoro-2,2-dimethyl-thiopropionamide 1260504-63-9 C5H10FNS
3-fluoro-2,2-dimethyl-thiopropionamide
—— 3,3,3-trifluoro-2,2-dimethyl-thiopropionamide 1260504-85-5 C5H8F3NS
3,3,3-trifluoro-2,2-dimethyl-thiopropionamide
—— (5S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-3,3-bis-phenylsulfanyl-1-oxa-spiro[4.4]nonan-2-one 629665-86-7 C26H34O3S2Si
(5S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-3,3-bis-phenylsulfanyl-1-oxa-spiro[4.4]nonan-2-one
—— 1-methyl-5-(phenylsulfanyl)-1H-pyrazole 1174231-61-8 C10H10N2S
1-methyl-5-(phenylsulfanyl)-1H-pyrazole
—— 5-Bromo-2-phenylsulfanylbenzonitrile 1271825-08-1 C13H8BrNS
5-Bromo-2-phenylsulfanylbenzonitrile